Highland St, Dennis, MA Property Records

Barnstable County and Dennis Town property records for 38 addresses on Highland St, Dennis, MA · Last verified October 2026

Highland St Highlights

Properties 38
Median Sale Price $965,000
Deeds and Mortgages on File 40
Median Price per Sqft $387
Owner Occupied 3%
Median Annual Tax Bill $7,384
Median Year Built 1964
Median Ownership Tenure 9 years

Properties on Highland St

Owner names and prior sale amounts shown locked below are available instantly with a free trial.

2 Highland St

5 bd · 2 ba · 2,101 sqft · built 1955 · 0.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$700,000May 2017 $7,5212025 2 Owners on Record Assessor + 1 DocumentUpdated Oct 2026

5 Highland St

0.06 acres

Last Sale Tax Bill Prior Sale Owner Records
$42,800Apr 2025 $1932025 Amount on Record May 2008 Owner on Record AssessorUpdated Jul 2026

9 Highland St

3 bd · 1 ba · 936 sqft · built 1935 · 0.13 acres

Last Sale Tax Bill Prior Sale Owner Records
$525,000Aug 2002 $4,7062025 2 Owners on Record AssessorUpdated Jul 2026

10 Highland St

2 bd · 1 ba · 768 sqft · built 1956 · 0.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,5392025 Owner on Record AssessorUpdated Jun 2026

13 Highland St

4 bd · 3 ba · 2,840 sqft · built 1970 · 0.589 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,100,000Mar 2018 $7,2502025 —Nov 2014 2 Owners on Record Assessor + 1 DocumentUpdated Sep 2026

14 Highland St

4 bd · 4.5 ba · 3,258 sqft · built 2013 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$11,1822025 Owner on Record Assessor + 1 DocumentUpdated Oct 2026

16 Highland St

4 bd · 3 ba · 2,364 sqft · built 1975 · 0.48 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,3022025 2 Owners on Record AssessorUpdated Oct 2026

18 Highland St

5 bd · 4.5 ba · 3,668 sqft · built 1960 · 0.51 acres

Last Sale Tax Bill Prior Sale Owner Records
$965,000Jun 2018 $13,8182025 2 Owners on Record Assessor + 1 DocumentUpdated Oct 2026

19 Highland St

4 bd · 2.5 ba · 2,106 sqft · built 1958 · 0.539 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,3032025 Owner on Record Assessor + 1 DocumentUpdated Oct 2026

23 Highland St

3 bd · 2 ba · 1,960 sqft · built 1900 · 0.069 acres

Last Sale Tax Bill Prior Sale Owner Records
$214,500Nov 2008 $4,8902025 2 Owners on Record Assessor + 4 DocumentsUpdated Jun 2026

25 Highland St

0.51 acres

Last Sale Tax Bill Prior Sale Owner Records
—Dec 2017 $3,2322025 Owner on Record Assessor + 2 DocumentsUpdated Jun 2026

26 Highland St

4 bd · 4 ba · 2,784 sqft · built 1964 · 0.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,400,000Jul 2017 $8,2782025 Amount on Record Apr 2009 2 Owners on Record Assessor + 1 DocumentUpdated Sep 2026

29 Highland St

2 bd · 1 ba · 788 sqft · built 1960 · 0.28 acres

Last Sale Tax Bill Prior Sale Owner Records
$620,000Feb 2026 $1,6582025 Amount on Record Mar 2023 2 Owners on Record Owner Occupied Assessor + 4 DocumentsUpdated Oct 2026

30 Highland St

2 bd · 1 ba · 908 sqft · built 1960 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$106,046Mar 2017 $1,7222025 2 Owners on Record Assessor + 2 DocumentsUpdated Oct 2026

31 Highland St

2 bd · 4 ba · 2,514 sqft · built 1975 · 0.53 acres

Last Sale Tax Bill Prior Sale Owner Records
$734,000Aug 2003 $7,1802025 2 Owners on Record AssessorUpdated Jul 2026

32 Highland St

4 bd · 2 ba · 1,426 sqft · built 1950 · 0.41 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,9272025 Owner on Record Assessor + 2 DocumentsUpdated Jun 2026

35 Highland St

3 bd · 2.5 ba · 2,120 sqft · built 2003 · 0.28 acres

Last Sale Tax Bill Prior Sale Owner Records
$677,500Oct 2024 $2,9032025 Amount on Record Feb 2003 2 Owners on Record Assessor + 2 DocumentsUpdated Jul 2026

38 Highland St

0.389 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,1692025 2 Owners on Record AssessorUpdated Oct 2026

42 Highland St

2 bd · 2 ba · 1,312 sqft · built 1960 · 0.26 acres

Last Sale Tax Bill Prior Sale Owner Records
—Oct 2016 $2,4852025 Amount on Record Dec 2015 Owner on Record AssessorUpdated Sep 2026

47 Highland St

2 bd · 1.5 ba · 960 sqft · built 1960 · 0.289 acres

Last Sale Tax Bill Prior Sale Owner Records
$235,000Jul 2013 $1,9042025 2 Owners on Record Assessor + 4 DocumentsUpdated Jul 2026

48 Highland St

3 bd · 2 ba · 1,584 sqft · built 1962 · 0.26 acres

Last Sale Tax Bill Prior Sale Owner Records
$123,000Aug 1995 $2,2612025 Owner on Record AssessorUpdated Jul 2026

50 Highland St

3 bd · 2 ba · 1,736 sqft · built 1950 · 0.26 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,7272025 2 Owners on Record Assessor + 1 DocumentUpdated Oct 2026

52 Highland St

0.269 acres

Last Sale Tax Bill Prior Sale Owner Records
$5772025 Owner on Record AssessorUpdated Jun 2026

53 Highland St

3 bd · 2 ba · 1,248 sqft · built 1986 · 0.31 acres

Last Sale Tax Bill Prior Sale Owner Records
$183,600May 2001 $2,3602025 Owner on Record AssessorUpdated Jul 2026

56 Highland St

4 bd · 4.5 ba · 4,598 sqft · built 2017 · 0.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$850,000Feb 2017 $11,3562025 2 Owners on Record Assessor + 2 DocumentsUpdated Oct 2026

57 Highland St

4 bd · 3.5 ba · 3,826 sqft · built 1998 · 0.26 acres

Last Sale Tax Bill Prior Sale Owner Records
$697,500May 1999 $12,4632025 Amount on Record Jan 1997 2 Owners on Record Assessor + 1 DocumentUpdated Jul 2026

60 Highland St

5 bd · 4 ba · 3,528 sqft · built 2019 · 0.369 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,150,000Sep 2019 $12,4222025 —Aug 2016 2 Owners on Record Assessor + 1 DocumentUpdated Oct 2026

64 Highland St

3 bd · 5.5 ba · 4,158 sqft · built 2012 · 0.35 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,025,000Jan 2008 $11,9702025 Amount on Record Oct 1988 Owner on Record Assessor + 1 DocumentUpdated Oct 2026

65 Highland St

3 bd · 4.5 ba · 2,754 sqft · built 1958 · 0.289 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,550,000Sep 2005 $10,4892025 Amount on Record Oct 2003 2 Owners on Record AssessorUpdated Jul 2026

69 Highland St

4 bd · 2 ba · 1,632 sqft · built 1950 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,2092025 Owner on Record AssessorUpdated Oct 2026

70 Highland St

4 bd · 2.5 ba · 2,302 sqft · built 1972 · 0.26 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,6042025 2 Owners on Record Assessor + 1 DocumentUpdated Oct 2026

75 Highland St

3 bd · 3 ba · 2,075 sqft · built 1990 · 0.55 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,9712025 2 Owners on Record AssessorUpdated Oct 2026

81 Highland St

4 bd · 2.5 ba · 1,801 sqft · built 1973 · 0.56 acres

Last Sale Tax Bill Prior Sale Owner Records
$905,000Jan 2018 $7,5582025 —Jun 2016 2 Owners on Record Assessor + 3 DocumentsUpdated Sep 2026

82 Highland St

4 bd · 3 ba · 2,546 sqft · built 1976 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,400,000Dec 2017 $11,6142025 —May 2015 2 Owners on Record Assessor + 1 DocumentUpdated Sep 2026

85 Highland St

2 bd · 1 ba · 1,599 sqft · built 1955 · 0.619 acres

Last Sale Tax Bill Prior Sale Owner Records
—Nov 2009 $7,3842025 Owner on Record Assessor + 1 DocumentUpdated Oct 2026

88 Highland St

3 bd · 2.5 ba · 1,268 sqft · built 1950 · 0.319 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,6582025 2 Owners on Record AssessorUpdated Oct 2026

94 Highland St

3 bd · 3.5 ba · 2,616 sqft · built 1984 · 0.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,332,000Aug 2020 $8,3892025 2 Owners on Record Assessor + 2 DocumentsUpdated Jul 2026

95 Highland St

4 bd · 3 ba · 2,647 sqft · built 2009 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$932,500Sep 2008 $11,0532025 2 Owners on Record AssessorUpdated Oct 2026

Property Records in Nearby Streets